[(Z)-1-(benzylamino)-1-oxodec-7-en-4-yl] acetate | 1233882-49-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [(Z)-1-(benzylamino)-1-oxodec-7-en-4-yl] acetate
• CAS: 1233882-49-9
• 化学式: C₁₉H₂₇NO₃
• 分子量: 317.428
• InChiKey: RLWSMJVKSCFXML-PLNGDYQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(Z)-1-(benzylamino)-1-oxodec-7-en-4-yl] acetate 在 甲醇 、 Novozym 435 作用下， 以 异丙醚 为溶剂， 反应 24.0h， 以47%的产率得到[(Z,4R)-1-(benzylamino)-1-oxodec-7-en-4-yl] acetate
  参考文献：
  名称：

  Combination of Novozym 435–Catalyzed Hydrolysis and Mitsunobu Reaction for Production of (R)-γ-Lactones

  摘要：

  Chiral -lactones of both enantiomers were synthesized with more than 90% optical purities. The key step was Novozym 435-catalyzed hydrolysis of racemic N-benzyl-4-acetoxyalkylamides. Additionally, because (R)--lactones are predominant in apricot, mango, peach, passion fruit, and strawberry, synthesis was attempted using only one enantiomer selectively. The (R)-enantimer was synthesized with more than 80% total yield and more than 90% optical purity by a combination of Novozym 435-catalyzed hydrolysis and the Mitsunobu reaction.

  DOI：

  10.1080/00397910903134618
• 作为产物：
  描述：

  乙酸酐 、 rac-N-benzyl-4-hydroxy-cis-7-decenamide 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以95%的产率得到[(Z)-1-(benzylamino)-1-oxodec-7-en-4-yl] acetate
  参考文献：
  名称：

  Combination of Novozym 435–Catalyzed Hydrolysis and Mitsunobu Reaction for Production of (R)-γ-Lactones

  摘要：

  Chiral -lactones of both enantiomers were synthesized with more than 90% optical purities. The key step was Novozym 435-catalyzed hydrolysis of racemic N-benzyl-4-acetoxyalkylamides. Additionally, because (R)--lactones are predominant in apricot, mango, peach, passion fruit, and strawberry, synthesis was attempted using only one enantiomer selectively. The (R)-enantimer was synthesized with more than 80% total yield and more than 90% optical purity by a combination of Novozym 435-catalyzed hydrolysis and the Mitsunobu reaction.

  DOI：

  10.1080/00397910903134618